Wong S C, Sasso S, Jones H, Kaminski J J
J Med Chem. 1984 Jan;27(1):20-7. doi: 10.1021/jm00367a005.
The antiinflammatory activity of a series of 6-amino-6,7,8,9-tetrahydro-5H-benzocyclohepten-5-ols and related derivatives was examined using the reverse passive Arthus reaction (RPAR). The antiinflammatory activity of these compounds was markedly influenced by the stereochemistry of the amino alcohol moiety. The threo diastereomer exhibited activity in the RPAR, while the erythro diastereomer was devoid of any significant antiinflammatory activity. The antiinflammatory activity of the amino alcohols was also significantly influenced by the position and nature of the aromatic substituent. Latentiation of the amino alcohol function resulted in analogues exhibiting antiinflammatory activity equivalent to their amino alcohol precursors. Masking the amino alcohol function as a more stable derivative led to analogues exhibiting an antiinflammatory profile unique to their structural class.
使用反向被动Arthus反应（RPAR）检测了一系列6-氨基-6,7,8,9-四氢-5H-苯并环庚烯-5-醇及其相关衍生物的抗炎活性。这些化合物的抗炎活性受到氨基醇部分立体化学的显著影响。苏式非对映异构体在RPAR中表现出活性，而赤式非对映异构体则没有任何显著的抗炎活性。氨基醇的抗炎活性也受到芳族取代基的位置和性质的显著影响。氨基醇官能团的潜伏化导致类似物表现出与其氨基醇前体相当的抗炎活性。将氨基醇官能团掩蔽为更稳定的衍生物导致类似物表现出其结构类别特有的抗炎特征。
